(2S,3R)-3-hydroxy-N-{3-[(2R,3S,6S,8R)-8-[(3S,6S)-6-hydroxy-3,5-dimethylhept-4-en-1-yl]-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]propyl}-2-methyl-4-{2-[(2S,3S,6R)-3-methyl-6-(2-oxopent-3-en-1-yl)oxan-2-yl]acetamido}butanamide

• ChemBase ID: 126187
• Molecular Formular: C40H68N2O8
• Molecular Mass: 704.97652
• Monoisotopic Mass: 704.49756715
• SMILES: C/C=C/C(=O)C[C@H]1CC[C@H](C)[C@H](CC(=O)NC[C@H](O)[C@H](C)C(=O)NCCC[C@H]2O[C@@]3(CCC[C@H](CC[C@H](C)/C=C(\C)/[C@H](C)O)O3)CC[C@@H]2C)O1
• Canonical SMILES: C/C=C/C(=O)C[C@H]1CC[C@@H]([C@@H](O1)CC(=O)NC[C@@H]([C@@H](C(=O)NCCC[C@H]1O[C@@]2(CCC[C@@H](O2)CC[C@@H](/C=C(/[C@@H](O)C)\C)C)CC[C@@H]1C)C)O)C
• InChI: InChI=1S/C40H68N2O8/c1-8-11-32(44)23-34-17-15-27(3)37(48-34)24-38(46)42-25-35(45)30(6)39(47)41-21-10-13-36-28(4)18-20-40(50-36)19-9-12-33(49-40)16-14-26(2)22-29(5)31(7)43/h8,11,22,26-28,30-31,33-37,43,45H,9-10,12-21,23-25H2,1-7H3,(H,41,47)(H,42,46)/t26-,27-,28-,30-,31-,33+,34+,35-,36+,37-,40-/m0/s1
• InChIKey: HXZRMADPDYFMEB-AJPQWLMSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R)-3-hydroxy-N-{3-[(2R,3S,6S,8R)-8-[(3S,6S)-6-hydroxy-3,5-dimethylhept-4-en-1-yl]-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]propyl}-2-methyl-4-{2-[(2S,3S,6R)-3-methyl-6-(2-oxopent-3-en-1-yl)oxan-2-yl]acetamido}butanamide
• IUPAC Traditional name: (2S,3R)-3-hydroxy-N-{3-[(2R,3S,6S,8R)-8-[(3S,6S)-6-hydroxy-3,5-dimethylhept-4-en-1-yl]-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]propyl}-2-methyl-4-{2-[(2S,3S,6R)-3-methyl-6-(2-oxopent-3-en-1-yl)oxan-2-yl]acetamido}butanamide
• Synonyms: Bistramide A

Database IDs

• PubChem SID: 162220528
• PubChem CID: 49864366
• CHEMBL: 1221600
• Chemspider ID: 25053776
• Wikipedia Title: Bistramide_A

CALCULATED PROPERTIES

• Acid pKa: 14.30282
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): 5.556342
• LogD (pH = 7.4): 5.5563426
• Log P: 5.5563426
• Molar Refractivity: 197.7419 cm^3
• Polarizability: 77.55061 Å^3
• Polar Surface Area: 143.42 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false